Cheap flights To Wine Country (OAK) from $42

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Cheap Flights to Wine Country from $42 One Way, $86 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, Apr 22 - Sat, Apr 25
SAN
San Diego Intl.
OAK
Oakland Intl.
$86 Roundtrip, found 1 day ago
$86
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Apr 22 from San Diego Intl. to Oakland Intl., returning Sat, Apr 25, priced at $86 found 1 day ago
Wed, Apr 22 - Sat, Apr 25
SAN
San Diego Intl.
OAK
Oakland Intl.
$87 Roundtrip, found 1 day ago
$87
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Wed, Apr 22 from San Diego Intl. to Oakland Intl., returning Sat, Apr 25, priced at $87 found 1 day ago
Sat, May 9 - Sat, May 9
SAN
San Diego Intl.
OAK
Oakland Intl.
$94 Roundtrip, found 1 day ago
$94
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Sat, May 9 from San Diego Intl. to Oakland Intl., returning Sat, May 9, priced at $94 found 1 day ago
Wed, Apr 22 - Sat, Apr 25
SAN
San Diego Intl.
OAK
Oakland Intl.
$95 Roundtrip, found 1 day ago
$95
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Apr 22 from San Diego Intl. to Oakland Intl., returning Sat, Apr 25, priced at $95 found 1 day ago
Wed, Apr 22 - Sat, Apr 25
SAN
San Diego Intl.
OAK
Oakland Intl.
$96 Roundtrip, found 1 day ago
$96
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Wed, Apr 22 from San Diego Intl. to Oakland Intl., returning Sat, Apr 25, priced at $96 found 1 day ago
Sat, May 23 - Tue, May 26
SAN
San Diego Intl.
STS
Sonoma County
$107 Roundtrip, found 3 days ago
$107
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Sat, May 23 from San Diego Intl. to Sonoma County, returning Tue, May 26, priced at $107 found 3 days ago
Wed, Jun 3 - Sat, Jun 6
PDX
Portland Intl.
OAK
Oakland Intl.
$134 Roundtrip, found 3 days ago
$134
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Wed, Jun 3 from Portland Intl. to Oakland Intl., returning Sat, Jun 6, priced at $134 found 3 days ago
Wed, May 6 - Wed, May 6
SEA
Seattle - Tacoma Intl.
OAK
Oakland Intl.
$138 Roundtrip, found 3 days ago
$138
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Wed, May 6 from Seattle - Tacoma Intl. to Oakland Intl., returning Wed, May 6, priced at $138 found 3 days ago
Wed, Apr 15 - Sat, Apr 18
LAX
Los Angeles Intl.
STS
Sonoma County
$157 Roundtrip, found 4 days ago
$157
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Wed, Apr 15 from Los Angeles Intl. to Sonoma County, returning Sat, Apr 18, priced at $157 found 4 days ago
Tue, Apr 21 - Thu, Apr 23
SAN
San Diego Intl.
OAK
Oakland Intl.
$176 Roundtrip, found 1 day ago
$176
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Apr 21 from San Diego Intl. to Oakland Intl., returning Thu, Apr 23, priced at $176 found 1 day ago

Wine Country Flight Information

Traveling To
Wine Country
Destination Airport IATA Code
OAK
Number of Airlines Serving
Airlines
Alaska Airlines, Southwest Airlines, American Airlines, Delta
Flight Price
$86
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Wine Country economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Sofia Hotel
3.5-star property

The Sofia Hotel

May 2 - May 5

3 night stay

Boston (BOS) to San Diego (SAN)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $822, price is now $495 per person
$495
per person
found 1 day ago
Shore House at The Del, LXR Hotels & Resorts
5.0-star property

Shore House at The Del, LXR Hotels & Resorts

May 16 - May 21

5 night stay

Boston (BOS) to San Diego (SAN)

JetBlue Airways • Coach

San Diego (SAN) to Boston (BOS)

American Airlines • Coach
Save 100% on your flight
Price was $2,812, price is now $1,636 per person
$1,636
per person
found 1 day ago
Anaheim Discovery Inn & Suites
2.0-star property

Anaheim Discovery Inn & Suites

May 6 - May 9

3 night stay

Boston (BOS) to Los Angeles (LAX)

Frontier Airlines • Non-stop • Coach

Los Angeles (LAX) to Boston (BOS)

Southwest Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,151, price is now $709 per person
$709
per person
found 1 day ago
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Wine Country premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
OC Hotel Costa Mesa
2.5-star property

OC Hotel Costa Mesa

9/10 Wonderful! (1,460 reviews)

May 20 - May 23

3 night stay

Seattle (SEA) to Orange County (SNA)

Delta • Roundtrip • PremiumEconomy
Price was $743, price is now $616 per person
$616
per person
found 24 hours ago
Room was clean. Staff were welcoming.

Reviewed on Jan 23, 2026

Newport Beach Marriott Bayview
4.0-star property

Newport Beach Marriott Bayview

8.6/10 Excellent! (1,000 reviews)

May 20 - May 23

3 night stay

Seattle (SEA) to Orange County (SNA)

Delta • Roundtrip • PremiumEconomy
Price was $869, price is now $757 per person
$757
per person
found 24 hours ago
Lovely property near Newport and Laguna. Enjoyed very much.

Reviewed on Aug 27, 2025

The Westin South Coast Plaza, Costa Mesa
4.0-star property

The Westin South Coast Plaza, Costa Mesa

9.2/10 Wonderful! (1,008 reviews)

May 20 - May 23

3 night stay

Seattle (SEA) to Orange County (SNA)

Delta • Roundtrip • PremiumEconomy
Price was $858, price is now $757 per person
$757
per person
found 24 hours ago
Very nice hotel. I’ll stay again

Reviewed on Jan 12, 2025

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Wine Country first class flight packages

Price found within the past 48 hours. Click for updated prices.
Claremont Resort & Club
5.0-star property

Claremont Resort & Club

8.8/10 Excellent! (1,017 reviews)

May 9 - May 12

3 night stay

Seattle (SEA) to Oakland (OAK)

Delta • FirstClass

Oakland (OAK) to Seattle (SEA)

Alaska Airlines • FirstClass
Price was $1,135, price is now $801 per person
$801
per person
found 16 hours ago
50$/night facility fee is charged for every night I stayed there. This was not clear to me at the time of booking. Overall a good hotel.

Reviewed on May 25, 2024

1 Hotel San Francisco
5.0-star property

1 Hotel San Francisco

9.2/10 Wonderful! (516 reviews)

May 9 - May 12

3 night stay

Seattle (SEA) to San Francisco (SFO)

Delta • FirstClass

San Francisco (SFO) to Seattle (SEA)

Alaska Airlines • FirstClass
Price was $2,031, price is now $1,421 per person
$1,421
per person
found 16 hours ago
Excellent hotel in a great location

Reviewed on Sep 23, 2024

The Sofia Hotel
3.5-star property

The Sofia Hotel

8.6/10 Excellent! (1,818 reviews)

Apr 27 - May 2

5 night stay

Chicago (ORD) to San Diego (SAN)

Alaska Airlines • Roundtrip • FirstClass
Price was $1,426, price is now $1,000 per person
$1,000
per person
found 21 hours ago
Beautiful historical hotel, amazing location a few minutes from the port, incredibly fast checkin, room had character and stay was perfect

Reviewed on Jan 5, 2026

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See all available trips from Seattle to Wine Country
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Wine Country

Traveling to Wine Country and need a cheap flight? Orbitz has great deals on flights to Wine Country right now. Plus, we offer big discounts on hotel rooms and car rentals for a great money-saving trip.

Find Low Cost Flights to Wine Country Quickly and Hassle-Free

There are many Internet sites that promise cheap Wine Country flights, but a busy, bargain-minded trip planner needs more than just budget air tickets. Not only does Orbitz offer the best deals for domestic and international air fare, but we also provide the resources and tools to help you plan your flights to Wine Country, book your lodging, and look up key attractions in Wine Country. Our easy search tools and guaranteed low prices let you budget your time and your money so you have more of both to spend on your vacation.

New Apps Make Booking Wine Country Flights Easier Than Ever

You no longer need to be sitting at your computer to find amazing Orbitz sales for flights to Wine Country now we offer cutting-edge mobile tools for many Android and iOS gadgets. These free apps allow you to run a search for discount air fare, look for special vacation packages, or check on your booked Wine Country flights from any location. Some special deals are only available for mobile customers, so be sure to take advantage of these free downloads today.

Orbitz Customers Are Truly #1

Orbitz takes pride in providing the best customer experience possible, and that effort doesn't end with discount flights to Wine Country or user-friendly mobile apps and web tools. Orbitz Customer Service is always ready to answer questions and help you with booking, planning, or canceling your Wine Country flights. When you need us, we’re here for you!

Frequently asked questions

Which airlines fly to Wine Country?
You're spoiled for choice with 20 major airlines that jet into San Luis Obispo County Regional Airport (SBP). Compare airfares and score yourself an affordable flight to Wine Country with any one of these leading carriers:

  • United Airlines - 121 flights to Wine Country per month
  • Alaska Airlines - 45 flights to Wine Country per month
  • American Airlines - 40 flights to Wine Country per month

What is the best airport to fly to in Wine Country?
Touch down at San Luis Obispo County Regional Airport (SBP), the primary gateway to Wine Country. Organizing your flight to this region doesn't get much easier than that.
How much is a flight to Wine Country?
Travelers from near and far picked up round-trip bargains ranging between $86 and $176 this week. Starting your journey from San Diego (SAN)? The best one-way prices were just $42.
How to book the cheapest flight to Wine Country?
With some of the most amazing flight deals around, you'll always get more for your money with Orbitz. The following suggestions will help you pick up cheap flights to Wine Country — and leave you with more money in your pocket:

  • Depending on your departure city, click on the 'Nearby airports' function (located under the departure and arrival form fields). Sometimes, alternative departure points offer better value for money.
  • If your plans aren't set in stone, click on the 'Show flexible dates' link to view the flight deals for alternative departure dates. Go with any suitable cheaper fare you find.
  • Select 'Show options' to filter your search results. You can pick your preferred airline and seating class here. Under 'Sort & Filter' to the left, you can even specify whether you'd like to fly in the morning, afternoon or evening.
  • If you've worked out your travel dates, don't drag your feet booking a flight. Airfares normally become more expensive as the departure date nears.
  • Consider combining your hotels, flights and car rentals with Orbitz to make your dollar go further.
  • If practical, avoid traveling in the most popular seasons. Airfares significantly increase during school breaks, summer and around other vacation times like Easter, Thanksgiving and Christmas.

How long is a flight to Wine Country?
Flight times differ based on where you're leaving from. But to give you a good idea of the average duration, take a peek at these top routes to Wine Country:

  • San Francisco, CA (SFO-San Francisco Intl.) to San Luis Obispo County Regional Airport (SBP) - 1 hour and 7 minutes
  • Denver, CO (DEN-Denver Intl.) to San Luis Obispo County Regional Airport (SBP) - 2 hours and 51 minutes
  • Phoenix, AZ (PHX-Sky Harbor Intl.) to San Luis Obispo County Regional Airport (SBP) - 1 hour and 44 minutes

What is the best time to book a flight to Wine Country?
Purchase your tickets to Wine Country in January. This is the perfect time of the year for bargain airfares, followed by February and August. Pick up cheap flights and enjoy your dream getaway with Orbitz.
What day of the week is the cheapest to book a flight to Wine Country?
If you're after cheap airfares to Wine Country, the best days to make a booking are Tuesdays, Wednesdays and Saturdays. With Orbitz (and a bit of good timing!), a superb flight deal will be all yours.
What is the cheapest day of the week to fly to Wine Country?
Everyone enjoys saving money, so think about departing earlier in the week for cheap flights to Wine Country. Orbitz data from 2020 suggests you can grab the best prices on flights that take off on Mondays. Tuesdays are the next most affordable day, while Saturdays are the costliest. Many passengers like to travel at the weekend, so leave those Saturdays for checking in with friends.
What is the cheapest month to fly to Wine Country?
Fly during August if you don't want to put a dent in your budget. Orbitz data has found that it's generally the best month for cheap flights to Wine Country. June is when ticket prices are at their highest.
Which airlines allow free cancellation?
If you think your travel plans may change, Orbitz will help you find a flexible fare. All you need to do is choose "Filter by flexible change policies" when searching for your perfect flight. We'll show you airlines that offer free cancellation and no change fees — along with our famous low prices.
What do I need for the flight to Wine Country?
There's so much to sort out for any big trip, so it's great to get some help before you set out. Here are a few tips to ensure that you're prepared for your flight:

  • Ensure that you have your travel documents and identification. For international trips, you'll need to bring your passport. When purchasing your tickets, always use the same name, birth date and gender as indicated on your current ID.
  • A well-packed carry-on bag is a must for any medium-haul flight. With at least a few hours up your sleeve, you'll need something to keep you entertained while in the air. We suggest a good book or magazine, and something to nibble on.
  • Aircraft cabins can get chilly. Even if you're traveling during the height of the Wine Country summer, make sure you take an extra warm layer with you.

How many direct flights are there to Wine Country?
Carriers such as United Airlines, American Airlines and Alaska Airlines operate 36 direct services to Wine Country every month. With loads of options at your fingertips, booking your ideal nonstop flight will be a breeze.
How do I get cheap first-class/business deals to Wine Country?
There are ways of booking first or business-class airfares to Wine Country that won't burn a hole through your budget. Bag a seat in the pointy end of the plane for less with these helpful tips:

  • Flexibility is important. By being open to a few travel dates, you'll have more chances of finding a deal on your airfares.
  • Many low-cost carriers these days have terrific business-class seating without the hefty fees.
  • Make a bid for an upgrade. Some airlines hold online auctions that let you put down a price for a seat at the front of the plane. You can also try upgrading with points earned through a loyalty program.

More to Explore

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.